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The Shire

Specials & Packages

Romantic Package -


Escape today’s hectic lifestyle and focus on what’s really important. This season escape to a more simple time, just you and your partner, and celebrate your love and appreciation for one another with our couple’s getaway package. Stay two nights in one of our river view rooms and receive a $50 gift certificate for dinner at our favorite restaurant, The Prince and Pauper – just a romantic stroll from The Shire in the heart of Woodstock Village.

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Maple Madness -


March and April are the perfect times to explore the Maple Syrup industry here in beautiful Vermont. Beyond the many trails of taps and sugar houses worth exploring, Woodstock’s “Maple Madness” festival will celebrate Vermont’s Maple Syrup tradition on March 25th & 26th. Our Maple Madness Package is available for all of March and the first week of April, receive a free pint of locally produced 100% genuine Maple Syrup and a complimentary room upgrade*! Stay with us on any Sunday, Monday, Tuesday, Wednesday, or Thursday and receive an additional 20% off your stay!

*Upgrade dependent upon availability

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Stay & Ski -


With spring often comes flowers and greenery, but at Killington Ski Resort, the skiing and boarding continues into early May! Spend the day skiing or boarding at nearby Killington Ski Resort and rest & rejuvenate afterwards at The Shire. Package includes one all-day lift ticket to Killington. Looking for more that one ticket? You can always purchase more directly at The Shire for $75 a-piece!

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Harpoon Brewery Tour -


Love beer? Love learning about how it’s made and exploring unique breweries? Then our Harpoon Brewery Tour Package is for you… stay with us at the Shire Woodstock any Friday, Saturday, or Sunday night, and we’ll send you on a guided tour of Harpoon’s brewery in Windsor, Vermont, and provide you a $20 gift certificate to be spent on T-shirts, pint glasses, other swag, or of course, beer!

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